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DL-Syringaresinol

CAT: 0931-TN1594-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-TN1594-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
1177-14-6
Target
P38 MAPK, Antioxidant, Antifungal, DNA/RNA Synthesis, Antibacterial
Related Pathways
Cell Cycle/Checkpoint, MAPK, Oxidation-Reduction, Microbiology/Virology, DNA Damage/DNA Repair
Purity
0.96
Bioactivity
DL-Syringaresinol ((±) -Syringaresinol) is a lignan from ginseng berries with anti-inflammatory, antioxidant, analgesic and weak anti-mycobacterial activities.DL-Syringaresinol can delay oxidative stress-induced skin aging through autophagy, alleviate oxaliplatin-induced neuropathic pain and sepsis-induced cardiac dysfunction by inhibiting inflammatory responses. neuropathic pain and sepsis-induced cardiac dysfunction by inhibiting inflammatory responses.
Smiles
O(C)C=1C=C([C@@H]2[C@@]3([C@@]([C@H](OC3)C4=CC(OC)=C(O)C(OC)=C4)(CO2)[H])[H])C=C(OC)C1O
Molecular Formula
C22H26O8
Molecular Weight
418.44
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Syringaresinol

Syringaresinol is a lignan that is 7,9':7',9-diepoxylignane substituted by hydroxy groups at positions 4 and 4' and methoxy groups at positions 3, 3', 5 and 5' respectively. It has a role as a plant metabolite. It is a lignan, a polyphenol, an aromatic ether, a polyether and a furofuran.

CAS Number1177-14-6
PubChem CID100067
IUPAC Name4-[6-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol
Molecular FormulaC22H26O8
Molecular Weight418.4
XLogP2.2
Topological Polar Surface Area95.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity485
SMILES
COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)O)OC
InChI
InChI=1S/C22H26O8/c1-25-15-5-11(6-16(26-2)19(15)23)21-13-9-30-22(14(13)10-29-21)12-7-17(27-3)20(24)18(8-12)28-4/h5-8,13-14,21-24H,9-10H2,1-4H3
InChIKey
KOWMJRJXZMEZLD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Syringaresinol
CAS: 1177-14-6
CID: 100067
Formula: C22H26O8
MW: 418.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight418.4
XLogP32.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Exact Mass418.16276778
Monoisotopic Mass418.16276778
Topological Polar Surface Area95.8 Ų
Heavy Atom Count30
Formal Charge0
Complexity485
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count4
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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